Suggestions by @spencergriffin
576 suggestions
Tony Curtis
as Luke Skywalker in Star Wars as Classic Hollywood (1950s)
James Dean
as Luke Skywalker in Star Wars as Classic Hollywood (1950s)
John Ford
as Director in Inglourious Basterds in Classic Hollywood (1950s)
John Wayne
as Lt. Aldo Raine in Inglourious Basterds in Classic Hollywood (1950s)
Paul Newman
as Sgt. Donny Donowitz in Inglourious Basterds in Classic Hollywood (1950s)
Peter Cushing
as Hans Landa in Inglourious Basterds in Classic Hollywood (1950s)
Clint Eastwood
as Han Solo in Star Wars as Classic Hollywood (1950s)
Frank Sinatra
as Han Solo in Star Wars as Classic Hollywood (1950s)
Bob Hope
as Anakin Skywalker in Star Wars as Classic Hollywood (1950s)
George Burns
as Emperor Palpatine in Star Wars as Classic Hollywood (1950s)
James Dean
as Spiderman in Marvel 1950s
James Stewart
as Hosea Matthews in Red Dead Redemption (1960's)
Peter Cushing
as J Robert Oppenheimer in Oppenheimer in Classic Hollywood (1960s)
Christopher Lee
as Thanos in The Marvel Universe (1960s)
Arnold Schwarzenegger
as Hulk in The Marvel Universe (1960s)
John Wayne
as Hulk in The Marvel Universe (1960s)
Sean Connery
as Iron Man in The Marvel Universe (1960s)
William H. Macy
as Walt Disney, aged 52-65 in Walt Disney Biopic
J.K. Simmons
as Walt Disney, aged 52-65 in Walt Disney Biopic
Bryan Cranston
as Walt Disney, aged 52-65 in Walt Disney Biopic